Ammonia → HCID 178432364, compound

HRID 1581128Notes

Reaction equation

HRID 1581128 reaction equation
Cl[C:2]1[C:11](Cl)=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:13])[CH:8]=2)[N:3]=1.[NH3:14].[C:15](#[N:17])[CH3:16]>>[Cl:13][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]1[NH:17][C:15]([CH3:16])=[N:14][C:11]1=[N:10]2

Participants

4

Reactant 3

HCID 222AmmoniaHCID 6342AcetonitrileHCID 180702,3,6-Trichloroquinoxaline

Product 1

HCID 178432364HCID 178432364, compoundYield 46%

Procedure

23.4 G (0.1 mole) of 2,3,6-trichloroquinoxaline and 1 g of copper-I chloride (approximately 0.1 mole) were dissolved in 250 ml of anhydrous acetonitrile and 45 ml (approximately 2 moles) of liquid ammonia were added thereto. The reaction mixture was heated for 12 hours to 150°C in a steel autoclave of 0.7 liter capacity. In the course thereof, a pressure of 10 to 15 atmospheres gauge was set up. The crystalline precipitate produced after cooling was filtered off and dissolved in dilute sodium hydroxide solution. The solution was filtered, the filtrate was acidified with hydrochloric acid and the precipitate was filtered off, well rinsed with water and recrystallized from 30% strength acetic acid. 10 g (representing 46% of theory) of 6-chloro-2-methyl-1H-imidazo[4,5-b]quinoxaline of melting point >300°C were obtained.

Workup

  1. customThe crystalline precipitate produced
  2. temperatureafter cooling
  3. filtrationwas filtered off
  4. dissolutiondissolved in dilute sodium hydroxide solution
  5. filtrationThe solution was filtered
  6. filtrationthe precipitate was filtered off
  7. washwell rinsed with water
  8. customrecrystallized from 30% strength acetic acid

Sources & evidence

ORD record
ord-92ba72dd30564579b93fee60c4ac6db6
Source dataset
uspto-grants-1976_01
Patent number
US03935312

Reaction notes

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